GB642255A - Lubricating compositions - Google Patents
Lubricating compositionsInfo
- Publication number
- GB642255A GB642255A GB25976/47A GB2597647A GB642255A GB 642255 A GB642255 A GB 642255A GB 25976/47 A GB25976/47 A GB 25976/47A GB 2597647 A GB2597647 A GB 2597647A GB 642255 A GB642255 A GB 642255A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- dihydroxy
- epoxy
- isopropoxypropane
- chloride
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
- C08G65/22—Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/24—Epoxidised acids; Ester derivatives thereof
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- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
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- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an alcohol or ester thereof; bound to an aldehyde, ketonic, ether, ketal or acetal radical
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- C10M2209/06—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an acyloxy radical of saturated carboxylic or carbonic acid
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- C10M2209/06—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an acyloxy radical of saturated carboxylic or carbonic acid
- C10M2209/062—Vinyl esters of saturated carboxylic or carbonic acids, e.g. vinyl acetate
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- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/106—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms only
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- C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
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- C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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- C10M2215/064—Di- and triaryl amines
- C10M2215/065—Phenyl-Naphthyl amines
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- C10M2215/20—Containing nitrogen-to-oxygen bonds
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/042—Sulfate esters
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- C10M2221/04—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2221/043—Polyoxyalkylene ethers with a thioether group
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- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
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- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
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- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-solids; greasy
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- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Lubricants (AREA)
Abstract
Liquid polymers suitable as lubricants and having molecular weights from 150 to over 1500 are produced by heating at a temperature above 25 DEG C. in the presence of a catalyst one or more ethers containing (a) epoxide, or (b) glycol substituents, in case (b) to a temperature between 150 DEG and 300 DEG C. Ethers specified are (a) glycidyl methyl, ethyl, propyl, isopropyl, allyl, n-butyl, sec-butyl, tert-butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, and dodecyl ethers; 2,3-epoxy-4-methoxybutene, -4-ethoxybutane and -4-isopropoxybutane; 1,2-epoxy - 3 - methyl - 3 - methoxypropane, - 3-methyl - 3 - butoxypropane, - 3,3 - dimethyl-3 - isopropoxypropane, - 3 - isopropyl - 3 - isopropoxypropane, - 2 - methyl - 3 - isopropoxypropane and - 3 - n - amyl - 3 - isopropoxypropane; and 4,5-epoxy - 6 - methyl - 6 - isopropoxyhexane; 1,2-epoxy-4-methoxybutane, -4-isopropoxy-butane, - 5 - ethoxypentane and 4 - methyl - 5 - tert-butylpentane; and 2,3-epoxy-5-isopropoxypentane; (b) 1,2-dihydroxy-3-methoxypropane and - 4 - isopropoxybutane, 2,3 - dihydroxy - 5-butoxypentane, 1,3 - dihydroxy - 4 - methoxybutane and 2,4 - dihydroxy - 5 - isopropoxypentane; 1,3 - dihydroxy - 2 - methoxymethylpropane and 1,4 - dihydroxy - 3 - isopropoxymethylbutane. Suitable catalysts for (a) are sodium and potassium hydroxides, stannic and aluminium chlorides and boron trifluoride and its ether complexes; for (b) are iodine, hydrogen chloride, bromide and iodide, sulphuric acid, p-toluenesulphonic acid, benzene sulphonic acid, sodium bisulphate, aluminium sulphate and potassium acid sulphate. Polymerization may be effected in liquid, solution, emulsion or gaseous phases. Methane, ethane, propane, butane, dihydronaphthalenes, cycloheptane, 2-methylnonane, 2,6-dimethyloctane, 2,2,3 - trimethyl - pentane, 2 - methyl - 3-ethylpentane, 2 - methyloctane, 2,4 - dimethylheptane, 4 - ethylheptane, dihexyl, 2,4,5,7-tetramethyloctane and water may be present. Additional reactants, e.g. methyl alcohol, ethylene glycol, amyl mercaptan, di-isopropylamine and bis-(b -hydroxyethyl) sulphide may may be present to react with the terminal hydroxyls. After removal of catalyst, the polymer is dehydrated, e.g. by distillation under reduced pressure and, if desired, decolourized by bleaching, hydrogenation using Raney nickel, nickel sulphide, copper, palladium or platinum catalysts, or percolation of a solution in benzene, toluene, xylene or hexane through fuller's earth. The terminal hydroxyl groups may be etherified by methyl bromide or iodide, ethyl chloride, propyl iodide, benzyl chloride, methyl-benzyl chloride, methoxyethyl chloride, sodium monochloracetate or allyl chloride in the presence of sodium hydroxide, liquid ammonia or quaternary ammonium bases or salts; or esterified with formic, acetic, propionic, butyric, hexoic, 2-ethylhexoic, lauric, stearic, myristic, palmitic and capric acids in the presence of sulphuric or phosphoric acids. The etherification or esterification may take place during or after polymerization. The lubricating composition may contain oxidation inhibitors, e.g. phenyl-b -naphthylamine, corrosion inhibitors, e.g. organic acids capable of forming water-insoluble metal soaps, gelling agents, e.g. metallic soaps and extreme pressure agents.ALSO:Liquid polymers suitable as lubricants and having molecular weights from 150 to over 1500 are produced by heating at a temperature above - 25 DEG C. in the presence of a catalyst one or more ethers containing (a) epoxide, or (b) glycol substituents, in case (b) to a temperature between 150 DEG and 300 DEG C. Ethers specified are (a) glycidyl methyl, ethyl, propyl, isopropyl, allyl, n-butyl, sec.-butyl, tert.-butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, and dodecyl ethers; 2,3-epoxy-4-methoxybutane, -4-ethoxybutane and -4-isopropoxybutane; 1,2-epoxy-3-methyl - 3 - methoxypropane, - 3 - methyl - 3 - butoxypropane, -3,3 - dimethyl - 3 - isopropoxypropane, - 3 - isopropyl - 3 - isopropoxypropane, -2-methyl-3-isopropoxypropane and -3-n-amyl-3-isopropoxypropane; and 4,5-epoxy-6-methyl-6-isopropoxyhexane; 1,2 - epoxy - 4 - methoxybutane, - 4 - isopropoxy - butane, - 5 - ethoxypentane and -4-methyl-5-tert.-butylpentane; and 2,3 - epoxy - 5 - isopropoxypentane: (b) 1,2-dihydroxy - 3 - methoxypropane and - 4 - isopropoxybutane, 2,3 - dihydroxy - 5 - butoxypentane, 1,3-dihydroxy-4-methoxybutane and 2,4-dihydroxy - 5 - isopropoxypentane; 1,3 - dihydroxy-2-methoxymethylpropane and 1,4-dihydroxy - 3 - isopropoxymethylbutane. Suitable catalysts for (a) are sodium and potassium hydroxides, stannic and aluminium chlorides and boron trifluoride and its ether complexes; for (b) are iodine, hydrogen chloride, bromide and iodide, sulphuric acid, p-toluenesulphonic acid, benzene sulphonic acid, sodium bisulphate, aluminium sulphate and potassium acid sulphate. Polymerization may be effected in liquid, solution, emulsion or gaseous phases. Methane, ethane, propane, butane, dihydronaphthalenes, cycloheptane, 2-methylnonane, 2,6-dimethyloctane, 2,2,3-trimethylpentane, 2-methyl-3-ethylpentane, 2-methyloctane, 2,4-dimethylheptane, 4 - ethylheptane, dihexyl, 2,4,5,7-tetramethyloctane and water may be present. Additional reactants, e.g. methyl alcohol, ethylene glycol, amyl mercaptan, diisopropylamine and bis-(b -hydroxyethyl)-sulphide may be present to react with the p terminal hydroxyls. After removal of catalyst, the polymer is dehydrated, e.g. by distillation under reduced pressure and, if desired, decolourized by bleaching, hydrogenation using Raney nickel, nickel sulphide, copper, palladium or platinum catalysts, or by percolation of a solution in benzene, toluene, xylene or hexane through fuller's earth. The terminal hydroxyl groups may be etherified by methyl bromide or iodide, ethyl chloride, propyl iodide, benzyl chloride, methyl-benzyl chloride, methoxyethyl chloride, sodium monochloracetate or allyl chloride in the presence of sodium hydroxide, liquid ammonia or quaternary ammonium bases or salts; or esterified with formic, acetic, propionic, butyric, hexoic, 2-ethylhexoic, lauric, stearic, myristic, palmistic and capric acids in the presence of sulphuric or phosphoric acids. The etherification or esterification may take place during or after polymerization. The lubricating composition may contain oxidation inhibitors, e.g. phenyl - a - naphthylamine, corrosion inhibitors, e.g. organic acids capable of forming water-insoluble metal soaps, gelling agents, e.g. metallic soaps and extreme pressure agents.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US642255XA | 1946-09-30 | 1946-09-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB642255A true GB642255A (en) | 1950-08-30 |
Family
ID=22054412
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB25976/47A Expired GB642255A (en) | 1946-09-30 | 1947-09-24 | Lubricating compositions |
Country Status (4)
Country | Link |
---|---|
DE (1) | DE896415C (en) |
FR (1) | FR953632A (en) |
GB (1) | GB642255A (en) |
NL (1) | NL67705C (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0397037A2 (en) * | 1989-05-08 | 1990-11-14 | Idemitsu Kosan Company Limited | Use of polyoxyalkylene glycol derivative in lubricating oil for compression-type refrigerators. |
GB2259711A (en) * | 1991-09-20 | 1993-03-24 | Nsk Ltd | Rolling bearing lubricant |
US5282689A (en) * | 1991-09-20 | 1994-02-01 | Nsk Ltd. | Rolling bearing |
US5385412A (en) * | 1991-09-20 | 1995-01-31 | Nsk Ltd. | Rolling bearing |
WO2007141248A1 (en) * | 2006-06-02 | 2007-12-13 | Freie Universität Berlin | Process for preparing linear, methylated polyglycerol derivatives and their use for functionalizing surfaces |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE930102C (en) * | 1952-11-08 | 1955-07-11 | Bayer Ag | Lubrication of refrigeration systems |
DE1115394B (en) * | 1956-08-03 | 1961-10-19 | Ethyl Corp | lubricant |
DE1057715B (en) * | 1956-11-07 | 1959-05-21 | Bayer Ag | Lubricating greases |
-
0
- NL NL67705D patent/NL67705C/xx active
-
1947
- 1947-09-24 GB GB25976/47A patent/GB642255A/en not_active Expired
- 1947-09-30 FR FR953632D patent/FR953632A/en not_active Expired
-
1950
- 1950-05-27 DE DEN931A patent/DE896415C/en not_active Expired
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0397037A2 (en) * | 1989-05-08 | 1990-11-14 | Idemitsu Kosan Company Limited | Use of polyoxyalkylene glycol derivative in lubricating oil for compression-type refrigerators. |
EP0397037A3 (en) * | 1989-05-08 | 1990-12-27 | Idemitsu Kosan Company Limited | Lubricating oil for compression-type refrigerators and polyoxyalkylene glycol derivative |
US5269955A (en) * | 1989-05-08 | 1993-12-14 | Idemitsu Kosan Co., Ltd. | Lubricating oil for compression-type refrigerators and polyoxyalkylene glycol derivative |
GB2259711A (en) * | 1991-09-20 | 1993-03-24 | Nsk Ltd | Rolling bearing lubricant |
FR2681655A1 (en) * | 1991-09-20 | 1993-03-26 | Nsk Ltd | ROLLING BEARING. |
US5282689A (en) * | 1991-09-20 | 1994-02-01 | Nsk Ltd. | Rolling bearing |
US5385412A (en) * | 1991-09-20 | 1995-01-31 | Nsk Ltd. | Rolling bearing |
GB2259711B (en) * | 1991-09-20 | 1995-07-05 | Nsk Ltd | Rolling bearing |
WO2007141248A1 (en) * | 2006-06-02 | 2007-12-13 | Freie Universität Berlin | Process for preparing linear, methylated polyglycerol derivatives and their use for functionalizing surfaces |
Also Published As
Publication number | Publication date |
---|---|
FR953632A (en) | 1949-12-09 |
DE896415C (en) | 1953-11-12 |
NL67705C (en) |
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